#------------------------------------------------------------------------------
#$Date: 2020-06-05 12:44:55 +0300 (Fri, 05 Jun 2020) $
#$Revision: 252692 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/63/7126327.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7126327
loop_
_publ_author_name
'Han, Xi'
'Kong, Lingheng'
'Feng, Jiami'
'Li, Xingwei'
_publ_section_title
;
 Rhodium(iii)-catalyzed synthesis of spirocyclic isoindole N-oxides and
 isobenzofuranones via C-H activation and spiroannulation.
;
_journal_issue                   41
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5528
_journal_page_last               5531
_journal_paper_doi               10.1039/d0cc00830c
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C17 H9 Cl O3'
_chemical_formula_sum            'C17 H9 Cl O3'
_chemical_formula_weight         296.69
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2020-03-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-03-25 deposited with the CCDC.	2020-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                68.114(4)
_cell_angle_beta                 78.900(4)
_cell_angle_gamma                68.561(4)
_cell_formula_units_Z            2
_cell_length_a                   8.2844(11)
_cell_length_b                   8.6986(12)
_cell_length_c                   10.7524(15)
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.468
_cell_measurement_theta_min      2.647
_cell_volume                     667.83(16)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      153.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            41128
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_min         2.045
_exptl_absorpt_coefficient_mu    0.292
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1173 before and 0.0701 after correction.
The Ratio of minimum to maximum transmission is 0.9280.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_description       block
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.151
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3060
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.184
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0387
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0674P)²+0.2189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1130
_refine_ls_wR_factor_ref         0.1287
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2673
_reflns_number_total             3060
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc00830c2.cif
_cod_data_source_block           konglingheng20200324_1_0m
_cod_depositor_comments          'Adding full bibliography for 7126327.cif.'
_cod_database_code               7126327
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C11(H11), C13(H13), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.14153(6) 0.36229(6) 0.40787(4) 0.04304(17) Uani 1 1 d . . . . .
O1 O 0.42922(13) -0.09886(14) 0.75733(11) 0.0242(3) Uani 1 1 d . . . . .
O2 O 0.47078(15) 0.12752(16) 0.58314(12) 0.0288(3) Uani 1 1 d . . . . .
O3 O 0.23920(18) -0.01096(17) 0.97214(13) 0.0374(3) Uani 1 1 d . . . . .
C4 C 0.2373(2) -0.1436(2) 0.96019(16) 0.0273(3) Uani 1 1 d . . . . .
C5 C 0.14049(19) -0.05467(19) 0.73397(15) 0.0219(3) Uani 1 1 d . . . . .
C6 C 0.19222(19) 0.07528(19) 0.63256(15) 0.0218(3) Uani 1 1 d . . . . .
C7 C 0.4318(2) -0.4064(2) 0.71507(16) 0.0268(3) Uani 1 1 d . . . . .
H7 H 0.4661 -0.3228 0.6385 0.032 Uiso 1 1 calc R . . . .
C8 C 0.4690(2) -0.5765(2) 0.71642(18) 0.0318(4) Uani 1 1 d . . . . .
H8 H 0.5285 -0.6084 0.6404 0.038 Uiso 1 1 calc R . . . .
C9 C 0.34445(19) -0.3590(2) 0.82572(15) 0.0230(3) Uani 1 1 d . . . . .
C10 C 0.2934(2) -0.4819(2) 0.93839(16) 0.0284(3) Uani 1 1 d . . . . .
C11 C 0.4201(2) -0.6996(2) 0.82765(19) 0.0344(4) Uani 1 1 d . . . . .
H11 H 0.4465 -0.8157 0.8282 0.041 Uiso 1 1 calc R . . . .
C12 C 0.37480(19) 0.04697(19) 0.64791(15) 0.0219(3) Uani 1 1 d . . . . .
C13 C -0.0899(2) 0.1964(2) 0.54808(18) 0.0333(4) Uani 1 1 d . . . . .
H13 H -0.1707 0.2826 0.4846 0.040 Uiso 1 1 calc R . . . .
C14 C 0.29134(19) -0.17170(19) 0.82174(15) 0.0223(3) Uani 1 1 d . . . . .
C15 C 0.0773(2) 0.2027(2) 0.53757(16) 0.0271(3) Uani 1 1 d . . . . .
C16 C 0.1768(3) -0.2768(2) 1.06663(17) 0.0351(4) Uani 1 1 d . . . . .
H16 H 0.1173 -0.2529 1.1456 0.042 Uiso 1 1 calc R . . . .
C17 C -0.0258(2) -0.0634(2) 0.74542(17) 0.0282(3) Uani 1 1 d . . . . .
H17 H -0.0602 -0.1537 0.8152 0.034 Uiso 1 1 calc R . . . .
C18 C 0.3325(3) -0.6524(2) 0.93807(18) 0.0343(4) Uani 1 1 d . . . . .
H18 H 0.2987 -0.7368 1.0144 0.041 Uiso 1 1 calc R . . . .
C19 C 0.2035(3) -0.4320(2) 1.05506(17) 0.0368(4) Uani 1 1 d . . . . .
H19 H 0.1615 -0.5148 1.1271 0.044 Uiso 1 1 calc R . . . .
C20 C -0.1399(2) 0.0650(3) 0.65078(19) 0.0335(4) Uani 1 1 d . . . . .
H20 H -0.2549 0.0628 0.6565 0.040 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O1 C14 111.55(11) . . ?
O3 C4 C14 119.38(15) . . ?
O3 C4 C16 124.01(15) . . ?
C16 C4 C14 116.51(14) . . ?
C6 C5 C14 108.40(12) . . ?
C6 C5 C17 121.83(15) . . ?
C17 C5 C14 129.76(14) . . ?
C5 C6 C12 108.41(13) . . ?
C5 C6 C15 120.42(14) . . ?
C15 C6 C12 131.17(14) . . ?
C9 C7 C8 119.91(15) . . ?
C11 C8 C7 120.55(16) . . ?
C7 C9 C10 120.07(14) . . ?
C7 C9 C14 120.47(14) . . ?
C10 C9 C14 119.29(14) . . ?
C9 C10 C18 119.18(15) . . ?
C9 C10 C19 119.84(15) . . ?
C18 C10 C19 120.97(15) . . ?
C8 C11 C18 119.62(16) . . ?
O1 C12 C6 107.85(12) . . ?
O2 C12 O1 121.08(14) . . ?
O2 C12 C6 131.07(14) . . ?
C15 C13 C20 120.36(16) . . ?
O1 C14 C4 108.57(12) . . ?
O1 C14 C5 103.75(11) . . ?
O1 C14 C9 110.30(12) . . ?
C5 C14 C4 106.60(12) . . ?
C9 C14 C4 115.33(12) . . ?
C9 C14 C5 111.58(12) . . ?
C6 C15 Cl1 120.99(13) . . ?
C13 C15 Cl1 120.53(13) . . ?
C13 C15 C6 118.47(16) . . ?
C19 C16 C4 121.07(15) . . ?
C5 C17 C20 117.30(16) . . ?
C11 C18 C10 120.66(16) . . ?
C16 C19 C10 123.84(16) . . ?
C13 C20 C17 121.60(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C15 1.7226(17) . ?
O1 C12 1.3675(18) . ?
O1 C14 1.4433(17) . ?
O2 C12 1.1993(18) . ?
O3 C4 1.213(2) . ?
C4 C14 1.553(2) . ?
C4 C16 1.455(2) . ?
C5 C6 1.380(2) . ?
C5 C14 1.515(2) . ?
C5 C17 1.387(2) . ?
C6 C12 1.473(2) . ?
C6 C15 1.392(2) . ?
C7 C8 1.392(2) . ?
C7 C9 1.387(2) . ?
C8 C11 1.384(3) . ?
C9 C10 1.399(2) . ?
C9 C14 1.511(2) . ?
C10 C18 1.399(2) . ?
C10 C19 1.458(2) . ?
C11 C18 1.385(3) . ?
C13 C15 1.387(2) . ?
C13 C20 1.388(3) . ?
C16 C19 1.336(3) . ?
C17 C20 1.389(3) . ?
